Anthracene vat dye.



for about 6 hours.

UNITED STATES PATENT orrron;

IlAUL' 'rnomesc'nnwsxr AND nnmzarou nennnn, or vonwmxnn, AND WALTER. MIEG AND PAUL FISCHER, or ELBERFELD, GERMANY, ASSIGNOBS '10 Lemma. rnnnrxnn vonm. FBIIEDR. BAYER & 00., or ELBEBFELD, GERMANY, A conrona- TION 0F GERMANY.

ANTHRACENE VAT DYE.

Specification of Letters Patent. Patentvd Sept. 13, 191:0.

No Drawing. Application filed February 12, 1910. Serial No. 543,493.

To all whom it may concern:

Be it known that we, PAUL Tnozusscmnw SKI and HEINRICH Renown, residing at Vohwinkel, and WALTER MIEG and PAUL Fiscnnn, residin at Elberfeld, Germany, citizens of the erman Empire, have invented new and useful Improvements in New Dyes, of which the following is a specification.

Our present invention relates to the manufacture and production of new vat dyes of the anthracene seires dyeing cotton from the hydrosulfite vat beautiful fast shades. T he process for their preparation consists in condensing aminobenzoylaminoanthraquinones with halogen substituted anthraquinones or by condensing halogen substituted benzoylaininoanthraquinones wit-h aininoanthraquinones or aminobenzoylarninoanthraquinones with halogen-benzoylaminoanthraquinones.

The new products are after being dried and u lvcrized colored powders'soluhle in pyridin and quinolin Wlth from a re'gl to brown to green color and soluble in concentrated sulfuric acid with an olive to blue to green color. They yield. on treatment with hydrosulfite and caustic soda lye vats suitable for dyeing cotton fast red to violet to brown to green to grey shades.

In carrying out t e new process practically we can proceed as follows, the parts being by weights-A mixture 01 3 parts of monohenzoyl-lAdiaminoanthraquinone.(obtained by reducing 1-henzoyl a -dnoA-nitroanthraquinone), 2 parts of beta-chloroanthraquinone, 0.1 part of CuCl. 3 parts of anhydrous sodium acetate and .30 parts of nitrobenzene is heated to boiling lIhe resulting dye is precipitated from the melt with toluene.

I After cooling the dye isfiltered ofl". washed with water and alcohol and dried. It is after beingdried and pulverized a violet ponder soluble in pyridin with'a brownishviolct and soluble in concentrated sulfuric acid ith a brownish-olive color. 1y treatment with reducing agents, 6. g. hydrosulfi'te and'NaOll an orange-brown vat is obtained which dyes cotton brownish-violet fast; shades.

Herewit-h the properties of some of the new products are given l-benzoylaminoichloroanthraquinone 1 aminoanthraguinone dyes violet, l-benzoylamino-5-almnoanthraquinone-l-lor Q-chloroanthraquinOni: dyes red, a mixture of 1-benzoylarn'ino-6- chloroanthra-quinone and .l-benzoylitmino-T- chloroanthraquinone 1 arninoanthraquinone dyes orange-red, 1benzoy1amino-4- chloroant-hraquinone 1.5 'diaminoan'thraquinone dyes gray-violet, dibenzoyl-1.5'di-' main 0 4 chloroant-hraquinone 2 -'a-minoi1nthraquinone dyes brown, monobenzoyl-l diaminoanthraquinone l chlor0-4 oxyanthraquinone dyes bluish-gray, dibe yl- 1.5-diamino- LS-diaminoanthraquinon dfiichloroanthraquinone dyes grayish-groan q benzoylamino- 1-chloroanthraquinone+monobenzoyl 1A diaminoanthraquinone dyes bluish gray, 1 benzoylamino 5 --ch1oroanthraq uinone 1 benzoylamino 4 aminoa'n thraquin0ne-dyes brown. Thesam'e' dyestuffs can be, obtained by benzo'ylating the ami'noanthrirnids etc. v i

1. The herein described newvat d of the anthracene series which are."eliemi-. cally' henzoyla'mino-digand t-ri-anthraquinonylainins, which dyestufl's are, after. being dried and pulverized, colored powders soluble in pyridin and quinolin with. from'a red to brown to green color, soluble in concenblue to green color; giving vats with hydro unmordantedcotton fast red to VlOlBfiiO brown to green to gray shades, substantially described.

2. The herein described new vat dyestufl" trated sulfuric acid with from anolive to sullite and caustic soda'lye, which vats dye a 5 Orange -b'r0wn v vat with and 'ulverized,

solub e 'in" yridin with a. brownish-Violet colorgfolube in. concentrated sulfuric acid with a? brdwnish-olive c0101; giving an hydrosulfite and caustic *sodwlye which vat 1 dyes cotton b170Wnish-Yi01et"si1ades, substantially as deseribed.

In testimony w ereof we have hereunto a fidlfetpowder, which is set out hands in. the presence of two su'b- 10 scribing witnesses. i i

PAUL THOMASCHEWSKI. [11. s.]

HEINRICH RAEDER. [1,. s.] WALTER MIEG. [1,. is. PAUL FISCHER. [we Witnesses: 1 0110 KQNIG,

Crms. J. 

